GB1218591A - Derivatives of n-(3,4,5-trimethoxy cennamoyl) piperazine and their process of preparation - Google Patents
Derivatives of n-(3,4,5-trimethoxy cennamoyl) piperazine and their process of preparationInfo
- Publication number
- GB1218591A GB1218591A GB06113/68A GB1611368A GB1218591A GB 1218591 A GB1218591 A GB 1218591A GB 06113/68 A GB06113/68 A GB 06113/68A GB 1611368 A GB1611368 A GB 1611368A GB 1218591 A GB1218591 A GB 1218591A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- derivatives
- piperazine
- radical
- dilatory
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,218,591. Trimethoxycinnamoylpiperazine derivatives. DELALANDE S.A. 25 March, 1969 [3 April, 1968], No. 16113/68. Heading C2C. Novel piperazine derivatives of the formula in which R represents a C 1-4 aliphatic radical optionally substituted by hydroxyl groups, an aryl-aliphatic radical in which the aliphatic moeity is substituted by hydroxyl groups, a cinnamyl radical, a group of the formula - CH 2 CONHR 1 in which R 1 is a C 1-4 alkyl, aralkyl or optionally -CF 3 or C 1-4 -alkoxysubstituted phenyl radical or a group of the formula -CH 2 CONR 2 R 3 , in which R 2 and R 3 are the same as R 1 or together complete a heterocyclic ring, and the acid addition salts of such compounds, are prepared by reacting a 3,4,5- trimethoxycinnamoyl halide with a piperazine of the formula in an organic solvent in the presence of an acid-acceptor followed, if desired, by formation of the acid addition salt with, e.g., maleic or hydrochloric acid. The piperazine derivatives posses coronary-dilatory, hypotensive, antiarythmic, vaso-dilatory and diuretic properties and may be administered intraveinously, interarterially or orally in the form of compositions containing pharmaceutically acceptable excipients.
Priority Applications (18)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB06113/68A GB1218591A (en) | 1968-04-03 | 1968-04-03 | Derivatives of n-(3,4,5-trimethoxy cennamoyl) piperazine and their process of preparation |
BE730345D BE730345A (en) | 1968-04-03 | 1969-03-24 | |
IL31901A IL31901A (en) | 1968-04-03 | 1969-03-25 | Derivatives of n-(3,4,5-trimethoxycinnamoyl)piperazine and their preparation |
LU58316D LU58316A1 (en) | 1968-04-03 | 1969-03-26 | |
CH460069A CH498845A (en) | 1968-04-03 | 1969-03-26 | Process for the preparation of novel derivatives of N- (trimethoxy-3,4,5-cinnamoyl) piperazine |
DE19691915795 DE1915795C3 (en) | 1968-04-03 | 1969-03-27 | N- (3,4,5-trimethoxycinnamoyl) -N'- (carbonylmethyl) -piperazine derivatives and their acid addition salts, processes for their preparation and medicaments containing these compounds |
DK176769AA DK123824C (en) | 1968-04-03 | 1969-03-31 | Analogous process for the preparation of derivatives of N- (3,4,5-trimethoxy-cinnamoyl) -piperazine or acid addition salts thereof. |
US812369A US3634411A (en) | 1968-04-03 | 1969-04-01 | Derivatives of 1-(3 4 5-trimethoxy cinnamoyl)-piperazine and process for their preparation |
BG011961A BG15397A3 (en) | 1968-04-03 | 1969-04-01 | METHOD FOR PREPARING NEW DERIVATIVES OF N-(TRIMETHOXY-3,4,5-CINNAMOYL) PIPERAZINE |
NL696905019A NL147427B (en) | 1968-04-03 | 1969-04-01 | PROCESS FOR THE PREPARATION OF PIPERAZINE COMPOUNDS AND THEIR ACID ADDITIONAL SALTS, AND DOSED PHARMACEUTICAL PREPARATION. |
FR6909764A FR2007372A1 (en) | 1968-04-03 | 1969-04-01 | |
SE04761/69A SE351212B (en) | 1968-04-03 | 1969-04-02 | |
RO59598A RO55704A (en) | 1968-04-03 | 1969-04-02 | |
FI690996A FI51190C (en) | 1968-04-03 | 1969-04-03 | Process for the preparation of therapeutically active, in particular N- (3,4,5-trimethoxy-cinnamoyl) -piperazine derivatives of the coronadilator. |
IT51301/69A IT1036019B (en) | 1968-04-03 | 1969-04-03 | DERIVATIVES OF N TRIMETHOXY 3,4,5 CINNAMOIL PIPERAZINE AND PROCEDURE FOR THEIR PREPARATION |
CS2408A CS163733B2 (en) | 1968-04-03 | 1969-04-03 | |
YU834/69A YU33015B (en) | 1968-04-03 | 1969-04-03 | Postupak za dobijanje novih derivata n-(trimetoksi-3,4,5 cinamoil)piperazina |
NO1388/69*[A NO124312B (en) | 1968-04-03 | 1969-10-03 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB06113/68A GB1218591A (en) | 1968-04-03 | 1968-04-03 | Derivatives of n-(3,4,5-trimethoxy cennamoyl) piperazine and their process of preparation |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1218591A true GB1218591A (en) | 1971-01-06 |
Family
ID=10071423
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB06113/68A Expired GB1218591A (en) | 1968-04-03 | 1968-04-03 | Derivatives of n-(3,4,5-trimethoxy cennamoyl) piperazine and their process of preparation |
Country Status (17)
Country | Link |
---|---|
US (1) | US3634411A (en) |
BE (1) | BE730345A (en) |
BG (1) | BG15397A3 (en) |
CH (1) | CH498845A (en) |
CS (1) | CS163733B2 (en) |
DK (1) | DK123824C (en) |
FI (1) | FI51190C (en) |
FR (1) | FR2007372A1 (en) |
GB (1) | GB1218591A (en) |
IL (1) | IL31901A (en) |
IT (1) | IT1036019B (en) |
LU (1) | LU58316A1 (en) |
NL (1) | NL147427B (en) |
NO (1) | NO124312B (en) |
RO (1) | RO55704A (en) |
SE (1) | SE351212B (en) |
YU (1) | YU33015B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3306302A1 (en) * | 1982-02-26 | 1983-09-08 | Delalande S.A., 92400 Courbevoie, Hauts-de-Seine | PIPERAZINARYL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR THERAPEUTIC USE |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2092703A1 (en) * | 1970-06-10 | 1972-01-28 | Delalande Sa | 2-(1-pyrrolidinocarbonylmethyl-piperazin-4-yl) ethyl - 3,4,5-trimethoxy benzoate - having hypotensive and adrenolytic active |
FR2092902A1 (en) * | 1970-06-30 | 1972-01-28 | Delalande Sa | Substd propiophenone - beta (pyrrolidino carbonylmethyl)-1'-piperazin propiophenones, analgesics, hypotensives adrenolytics, noradrenolytic |
FR2278340A1 (en) * | 1974-07-17 | 1976-02-13 | Delalande Sa | NEW DERIVATIVE OF N- (TRIMETHOXY-3,4,5 CINNAMOYL) PIPERAZINE, ITS ACID ADDITIONAL SALTS, ITS PREPARATION PROCESS AND ITS THERAPEUTIC APPLICATION |
GB1473262A (en) * | 1974-11-20 | 1977-05-11 | Delalande Sa | Derivatives of n-3,4,5-trimethoxy cinnamoyl-piperazine their process of preparation and their therapeutic application |
GR71991B (en) * | 1980-01-21 | 1983-08-26 | Delalande Sa | |
JPS5888370A (en) * | 1981-11-19 | 1983-05-26 | Hokuriku Seiyaku Co Ltd | 1-(3,4,5-trimethoxycinnamoyl)-4-aminocarbonylethyl- substituted piperazine and homopiperazine derivative and its preparation |
IT1151104B (en) * | 1982-02-04 | 1986-12-17 | Delalande Sa | THERAPEUTIC USE OF DERIVATIVES (1-CINNAMOIL OR 1-FENETHY-CARBONYL) PIPERAZINIC |
FR2552762B1 (en) * | 1983-09-30 | 1986-07-25 | Delalande Sa | NOVEL PIPERAZINIC AND HOMOPIPERAZINIC AMIDES DERIVED FROM 3,4-DIOXYMETHYLENE CINNAMIC, PREPARATION METHOD THEREOF AND THERAPEUTIC APPLICATION THEREOF |
JPS6172773A (en) * | 1984-09-17 | 1986-04-14 | Terumo Corp | Piperazine derivative and vasodilator containing it |
US6011035A (en) * | 1998-06-30 | 2000-01-04 | Neuromed Technologies Inc. | Calcium channel blockers |
OA12905A (en) | 2002-08-19 | 2006-10-13 | Pfizer Prod Inc | Combination therapy for hyperproliferative diseases. |
US20050037063A1 (en) * | 2003-07-21 | 2005-02-17 | Bolton Anthony E. | Combined therapies |
US20060063803A1 (en) * | 2004-09-23 | 2006-03-23 | Pfizer Inc | 4-Amino substituted-2-substituted-1,2,3,4-tetrahydroquinoline compounds |
US7741317B2 (en) | 2005-10-21 | 2010-06-22 | Bristol-Myers Squibb Company | LXR modulators |
US7888376B2 (en) | 2005-11-23 | 2011-02-15 | Bristol-Myers Squibb Company | Heterocyclic CETP inhibitors |
US8383660B2 (en) | 2006-03-10 | 2013-02-26 | Pfizer Inc. | Dibenzyl amine compounds and derivatives |
US7919506B2 (en) | 2006-03-10 | 2011-04-05 | Pfizer Inc. | Dibenzyl amine compounds and derivatives |
WO2008070496A2 (en) | 2006-12-01 | 2008-06-12 | Bristol-Myers Squibb Company | N- ( (3-benzyl) -2, 2- (bis-phenyl) -propan-1-amine derivatives as cetp inhibitors for the treatment of atherosclerosis and cardiovascular diseases |
RU2010105682A (en) | 2007-07-19 | 2011-08-27 | Ф.Хоффманн-Ля Рош Аг (Ch) | NEW HETEROCYCLIC COMPOUNDS AND THEIR APPLICATION AS CHEMOKINE ANTAGONISTS |
CN101260092B (en) * | 2008-04-14 | 2011-07-20 | 罗军 | Method for preparing cinepazide maleate |
CN101723918B (en) * | 2008-10-24 | 2011-08-31 | 重庆医科大学医药研究所 | Process for preparing cinepazide maleate |
CN101531643B (en) * | 2009-04-13 | 2012-11-14 | 上海理奥生物医药科技有限责任公司 | Synthesis method for improved cinepazide maleate |
CN102229583B (en) * | 2011-05-13 | 2013-11-27 | 江苏神龙药业有限公司 | Method for synthesizing cinepazide |
CN103664830A (en) * | 2012-09-05 | 2014-03-26 | 凌沛学 | Improved synthetic method of cinepazide maleate |
CN103896878B (en) * | 2012-12-26 | 2018-02-09 | 江苏万邦生化医药股份有限公司 | A kind of Purification decolorization method of cinepazide |
CN103245734A (en) * | 2013-01-18 | 2013-08-14 | 沈阳亿灵医药科技有限公司 | Compositions for controlling mass of cinepazide maleate |
RU2618628C1 (en) | 2013-04-17 | 2017-05-05 | Пфайзер Инк. | N-piperidin-3-yl-benzamide derivatives for cardiovascular diseases treatment |
WO2016055901A1 (en) | 2014-10-08 | 2016-04-14 | Pfizer Inc. | Substituted amide compounds |
CA3125765A1 (en) | 2019-01-18 | 2020-07-23 | Astrazeneca Ab | Pcsk9 inhibitors and methods of use thereof |
-
1968
- 1968-04-03 GB GB06113/68A patent/GB1218591A/en not_active Expired
-
1969
- 1969-03-24 BE BE730345D patent/BE730345A/xx not_active IP Right Cessation
- 1969-03-25 IL IL31901A patent/IL31901A/en unknown
- 1969-03-26 CH CH460069A patent/CH498845A/en not_active IP Right Cessation
- 1969-03-26 LU LU58316D patent/LU58316A1/xx unknown
- 1969-03-31 DK DK176769AA patent/DK123824C/en not_active IP Right Cessation
- 1969-04-01 FR FR6909764A patent/FR2007372A1/fr active Pending
- 1969-04-01 BG BG011961A patent/BG15397A3/en unknown
- 1969-04-01 US US812369A patent/US3634411A/en not_active Expired - Lifetime
- 1969-04-01 NL NL696905019A patent/NL147427B/en not_active IP Right Cessation
- 1969-04-02 RO RO59598A patent/RO55704A/ro unknown
- 1969-04-02 SE SE04761/69A patent/SE351212B/xx unknown
- 1969-04-03 CS CS2408A patent/CS163733B2/cs unknown
- 1969-04-03 FI FI690996A patent/FI51190C/en active
- 1969-04-03 IT IT51301/69A patent/IT1036019B/en active
- 1969-04-03 YU YU834/69A patent/YU33015B/en unknown
- 1969-10-03 NO NO1388/69*[A patent/NO124312B/no unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3306302A1 (en) * | 1982-02-26 | 1983-09-08 | Delalande S.A., 92400 Courbevoie, Hauts-de-Seine | PIPERAZINARYL DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF AND THEIR THERAPEUTIC USE |
Also Published As
Publication number | Publication date |
---|---|
DE1915795A1 (en) | 1970-09-10 |
DK123824B (en) | 1972-08-07 |
RO55704A (en) | 1974-01-03 |
FI51190B (en) | 1976-08-02 |
CH498845A (en) | 1970-11-15 |
YU83469A (en) | 1975-06-30 |
CS163733B2 (en) | 1975-11-07 |
US3634411A (en) | 1972-01-11 |
BE730345A (en) | 1969-09-21 |
DK123824C (en) | 1972-12-18 |
DE1915795B2 (en) | 1975-07-03 |
NL6905019A (en) | 1969-10-07 |
IT1036019B (en) | 1979-10-30 |
NO124312B (en) | 1972-04-04 |
SE351212B (en) | 1972-11-20 |
LU58316A1 (en) | 1969-10-27 |
BG15397A3 (en) | 1976-05-26 |
IL31901A (en) | 1972-03-28 |
IL31901A0 (en) | 1969-05-28 |
FI51190C (en) | 1976-11-10 |
YU33015B (en) | 1976-03-31 |
NL147427B (en) | 1975-10-15 |
FR2007372A1 (en) | 1970-01-09 |
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